EP4577182A1 - Compositions cosmétiques - Google Patents

Compositions cosmétiques

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Publication number
EP4577182A1
EP4577182A1 EP23772385.3A EP23772385A EP4577182A1 EP 4577182 A1 EP4577182 A1 EP 4577182A1 EP 23772385 A EP23772385 A EP 23772385A EP 4577182 A1 EP4577182 A1 EP 4577182A1
Authority
EP
European Patent Office
Prior art keywords
composition
acid
hair
alcohol
compositions
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP23772385.3A
Other languages
German (de)
English (en)
Inventor
Heather Yoonsoo Lee
Jun Liang
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LOreal SA
Original Assignee
LOreal SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from FR2210741A external-priority patent/FR3140757B1/fr
Priority claimed from FR2210736A external-priority patent/FR3140758B1/fr
Application filed by LOreal SA filed Critical LOreal SA
Publication of EP4577182A1 publication Critical patent/EP4577182A1/fr
Pending legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/345Alcohols containing more than one hydroxy group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/342Alcohols having more than seven atoms in an unbroken chain
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/361Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/416Quaternary ammonium compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A61Q5/065Preparations for temporary colouring the hair, e.g. direct dyes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners

Definitions

  • the present disclosure relates to hair care and conditioning compositions; and to methods for conditioning and styling the hair using the compositions.
  • Dryness and damage can occur due to several factors including weather exposure, mechanical treatments (e.g. brushing hair), excessive treatments using chemicals, dying hair, heat styling, etc.
  • mechanical treatments e.g. brushing hair
  • cleansing products that can be excessively stripping of hair's natural oils, can also lead to split ends, dull hair, and exacerbate dry hair.
  • oil treatments, conditioner, hair masks, and chemical treatments are commonly used.
  • oils for dry hair treatments have increased due to their effectiveness and simplicity.
  • Commonly used oils include olive oil, mineral oil, avocado oil, apricot kernel oil, rice bran oil, and coconut oil.
  • effects are not usually seen after more than several hours (e.g. 8 hours) of treatment and several treatments are usually required, making it time consuming and labor intensive.
  • conditioning agents such as cationic surfactants and polymers, high melting point fatty compounds, low melting point oils, silicone compounds, and combinations thereof. Most of these conditioning agents are known to provide various conditioning benefits.
  • the instant disclosure relates to hair care and conditioning compositions; and to methods for conditioning and styling the hair using the compositions.
  • the compositions surprisingly enhance the deposition of conditioning active agents such as cationic surfactants and fatty compounds onto the hair.
  • the deposition of these conditioning active agents imparts a smoothing and softening effect to the hair, resulting in the hair having a shiny and nourished appearance.
  • the hair is easily detangled, and dryness and fizziness are reduced or minimized.
  • the compositions typically include:
  • Ri and R2 can be the same or different and are independently selected from hydrogen, C1-C6 alkyl, C1-C6 alkenyl, C1- Ce heteroalkyl, C1-C6 heteroalkenyl, aryl, heteroaryl, C3-C6 cycloalkyl, C3-C6 hetero(C3-C6)cycloalkyl, aryl, heteroaryl, optionally substituted; or R1 and R2 may together form a C3-C6 cycloalkyl, C3-C6 heterocycloalkyl, aryl, or heteroaryl, optionally substituted; wherein heteroatoms are selected from N, O or S;
  • (c)(2) optionally, one of more fatty acids
  • the composition is typically a solubilized, non-emulsified composition.
  • the composition is transparent or translucent.
  • the composition Upon application to wet or damp hair, the composition preferably forms a lamellar phase in situ. In other embodiments, upon application to wet or damp hair, the composition preferably forms an opaque appearance.
  • one or more ketal/acetal of glycerin compounds of formula (I) are selected from compounds having at least one of Ri and R2 being a linear, branched, or cyclic C1-C6 alkyl.
  • R1 and R2 are independently a linear C1-C6 alkyl, for example isopropylidene glycerol.
  • Nonlimiting examples of cationic surfactants include cetrimonium chloride, stearimonium chloride, behentrimonium chloride, behentrimonium methosulfate, behenamidopropyltrimonium methosulfate, stearamidopropyltrimonium chloride, arachidtrimonium chloride, distearyldimonium chloride, dicetyldimonium chloride, tricetylmonium chloride, oleamidopropyl dimethylamine, linoleamidopropyl dimethylamine, isostearamidopropyl dimethylamine, oleyl hydroxyethyl imidazoline, stearamidopropyldimethylamine, behenamidopropyldimethylamine, behenamidopropyldiethylamine, behenamidoethyldiethyl-amine, behenamidoethyldimethylamine, arachidamidopropy
  • the polyols preferably have two or three hydroxyl groups.
  • Nonlimiting examples of include ethylene glycol, propylene glycol, butylene glycol, hexylene glycol, pentylene glycol, 1 ,3-propanediol, diethylene glycol, dipropylene glycol, caprylyl glycol, glycerin, and a combination thereof.
  • the one or more polyols have from 2 to 10 carbon atoms.
  • Nonlimiting examples of useful fatty alcohols include linear or branched fatty alcohols having from 10 to 30 carbon atoms, preferably from 12 to 28 carbon atoms.
  • the fatty alcohols are selected from capryl alcohol, pelargonic alcohol, decyl alcohol, undecyl alcohol, lauryl alcohol, tridecyl alcohol, myristyl alcohol, pentadecyl alcohol, cetyl alcohol, palmitoleyl alcohol, isostearyl alcohol, isocetyl alcohol, heptadecyl alcohol, stearyl alcohol, cetearyl alcohol, oleyl alcohol, nonadecyl alcohol, arachidyl alcohol, heneicosyl alcohol, behenyl alcohol, erucyl alcohol, lignoceryl alcohol, ceryl alcohol, 1-heptacosanol, montanyl alcohol, 1- nonacosanol, and myricyl alcohol.
  • Nonlimiting examples of fatty acids include caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, cerotic acid, myristoleic acid, palmitoleic acid, sapienic acid, oleic acid, elaidic acid, vaccenic acid, linoleic acid, linoelaidic acid, a-linolenic acid, arachidonic acid, eicosapentaenoic acid, erucic acid, docosahexaenoic acid, isostearic acid, and a combination thereof.
  • one or more (or all) fatty acids are non-linear fatty acids.
  • non-linear fatty acids refers to unsaturated fatty acid and/or branched fatty acids.
  • Nonlimiting examples of unsaturated fatty acids include myristoleic acid, palmitoleic acid, sapienic acid, oleic acid, elaidic acid, vaccenic acid, linoleic acid, linoelaidic acid, a-linolenic acid, arachidonic acid, eicosapentaenoic acid, erucic acid, docosahexaenoic acid, and a combination thereof.
  • the one or more fatty acids includes oleic acid, and optionally one or more additional fatty acids.
  • a nonlimiting example of a branched fatty acids includes isostearic acid.
  • the compositions include one or more thickening polymers.
  • the one or more thickening polymers nonionic thickening polymers, cationic thickening polymers, and a combination thereof.
  • nonionic thickening polymers include, and a combination thereof.
  • the cationic thickening polymers may be a cationic thickening polymer comprising a quaternary amine group or a quaternary ammonium group.
  • Nonlimiting examples include polyquaternium-10, polyquatemium-67, and a combination thereof.
  • the compositions include one or more emollients.
  • the one or more emollients may be selected from fatty esters, fatty ethers, propylene glycol fatty acid esters, fatty carbonates, and combinations thereof.
  • the compositions include one or more film forming polymers (also referred to as “styling polymers”).
  • film forming polymers include polyalkyloxazolines; vinyl acetate homopolymers; vinyl acetate copolymers; homopolymers and copolymers of acrylic esters; copolymers of acrylonitrile and a nonionic monomer; styrene homopolymers; styrene copolymers (for instance copolymers of styrene and of an alkyl (meth)acrylate; copolymers of styrene, of alkyl methacrylate and of alkyl acrylate; copolymers of styrene and of butadiene; or copolymers of styrene, of butadiene and of vinylpyridine); polyamides; vinylpyrrolidone homopolymers; copolymer of vinylpyrrolidone and vinyl acetate monomers; vinyllact
  • the composition optionally includes one or more fatty acids, one or more hair coloring agents, and combinations thereof.
  • compositions can be applied immediately after shampooing the hair, for example, in place of a conditioner.
  • the compositions can also be applied on hair immediately after shampooing and conditioning the hair, for example, as a mask rinse-off or leave-in treatment.
  • the compositions can also be applied before shampooing the hair as pre-treatment compositions.
  • after the compositions are applied to the hair the hair is rinsed with water, dried, and styled as desired.
  • the compositions are applied as a leave- on product.
  • the compositions can be applied to wet or damp hair and allowed to remain on the hair indefinitely, i.e., the hair composition is not removed or rinsed from the hair prior to styling the hair.
  • the Figure shows hair swatches treated with cosmetic compositions containing an unsaturated fatty acid and cosmetic compositions containing a saturated fatty acid.
  • the cosmetic compositions of the instant disclosure are particularly useful for treating hair.
  • the composition is typically a solubilized (not emulsified) until applied to a wet or damp substrate, e.g., hair.
  • the composition is a solubilized, non-emulsified composition until applied to wet or damp hair, whereupon the composition forms a lamellar phase in situ.
  • the composition is transparent or translucent, whereupon application to wet or damp hair, the composition has an opaque appearance. Due to their unique properties, the compositions surprisingly enhance and improve the deposition of conditioning active agents such as cationic surfactants and fatty compounds onto the hair.
  • the compositions typically include:
  • Ri and R2 can be the same or different and are independently selected from hydrogen, C1-C6 alkyl, C1-C6 alkenyl, Ci- Ce heteroalkyl, C1-C6 heteroalkenyl, aryl, heteroaryl, C3-C6 cycloalkyl, C3-C6 hetero(C3-C6)cycloalkyl, aryl, heteroaryl, optionally substituted; or R1 and R2 may together form a C3-C6 cycloalkyl, C3-C6 heterocycloalkyl, aryl, or heteroaryl, optionally, substituted; wherein heteroatoms are selected from N, O or S;
  • the composition is typically a solubilized, non-emulsified composition.
  • the composition is transparent or translucent.
  • the composition Upon application to wet or damp hair, the composition preferably forms a lamellar phase in situ. In other embodiments, upon application to wet or damp hair, the composition preferably forms an opaque appearance.
  • transparent with respect to a transparent composition indicates that the composition has transmittance of at least 80% at a wavelength of 600 nm, for example measured using a Lambda 40 UV-visible spectrometer.
  • the compositions may have, for example, a transmittance of at least 80%, at least 90%, or at least 95% at a wavelength of 600 nm, measured, for example, using a Lambda 40 UV-visible spectrometer.
  • the term “clear” is interchangeable with the term “transparent” for purposes of the instant disclosure.
  • translucent with respect to a translucent composition indicates that the composition has a transmittance of at least 50% at a wavelength of 600 nm, for example measured using a Lambda 40 UV-visible spectrometer.
  • opaque with respect to an opaque compositions indicates that the composition is not transparent or translucent, i.e., has a transmittace of less than 50% at a wavelength of 600 nm, for example measured using a Lambda 40 UV- visible spectrometer.
  • Ri and R2 can be the same or different and are independently selected from hydrogen, Ci-Ce alkyl, Ci-Ce alkenyl, C1-C6 heteroalkyl, C1-C6 heteroalkenyl, aryl, heteroaryl, C3-C6 cycloalkyl, C3-C6 heterocycloalkyl, optionally substituted; or
  • R1 and R2 may together form a C3-C6 cycloalkyl, C3-C6 heterocycloalkyl, aryl, or heteroaryl, optionally substituted; wherein heteroatoms are selected from N, O or S.
  • alkyl is given its ordinary meaning in the art and includes saturated aliphatic groups, including straight-chain alkyl groups and branched-chain alkyl groups.
  • cycloalkyl is given its ordinary meaning in the art and includes an alkyl as defined above but forming a ring having 3 to 6 carbon atoms.
  • alkenyl is given its ordinary meaning in the art and includes straight chain and branched chain hydrocarbon groups containing at least one carbon-carbon double bond.
  • heteroalkyl is given its ordinary meaning in the art and includes an alkyl as described herein except that one or more atoms is a heteroatom (e.g., oxygen, nitrogen, sulfur, and the like).
  • heterocycloalkyl is given its ordinary meaning in the art and includes a heteroalkyl as discussed above except in the form of a ring having 3 to 6 carbon atoms in which one or more atoms is a heteroatom (e.g., oxygen, nitrogen, sulfur, and the like).
  • heteroalkenyl is given its ordinary meaning in the art and includes straight chain and branched chain hydrocarbon groups containing at least one carbon-carbon double bond and in which one or more atoms is a heteroatom (e.g., oxygen, nitrogen, sulfur, and the like).
  • aryl is given its ordinary meaning in the art and includes aromatic carbocyclic groups having a single ring (e.g., phenyl) or multiple rings (e.g., biphenyl).
  • heteroaryl is given its ordinary meaning in the art and includes aryl groups as described above except that one or more atoms is a heteroatom (e.g., oxygen, nitrogen, sulfur, and the like), optionally substituted.
  • alkyl, alkenyl, heteroalkyl, heteraokenyl, aryl, heteroaryl, cycloalkyl, heterocycloalkyl groups discussed above may be optionally substituted, For example, optionally substituted with an alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkynyl, aryl, alkaryl, aralkyl, optionally interrupted or terminated by heteroatoms, carbonyl groups, cyano, NO2, alkoxy, aryloxy, hydroxy, amino, thioalkyl, thioaryl, sulfur-containing groups, halides, substituted derivatives thereof, and the like.
  • At least one of R1 and R2 is a linear, branched, or cyclic C1-C6 alkyl, preferably a linear or branched C1-C6 alkyl.
  • both R1 and R2 are both a linear, branched, or cyclic C1-C6 alkyl, preferably both a linear or branched C1-C6 alkyl.
  • Nonlimiting examples of ketal/acetal of glycerin compounds of formula (I) include isopropylidene glycerol (2,2-dimethyl-1 ,3-dioxolane-4-methanol), (2, 2-d iethyl-
  • the one or more ketal/acetal of glycerin is isopropylidene glycerol (2,2-dimethyl-1 ,3-dioxolane-4-methanol).
  • isopropylidene glycerol is (2,2-dimethyl-1 ,3- dioxolan-4-yl)methanol, also known as “Solketal,” has the following formula:
  • the total amount of the one or more ketal/acetal of glycerin compounds of formula (I) will vary. Nonetheless, in various embodiments, the total amount of the one or more ketal/acetal of glycerin compounds of formula (I) is from about 5 to about 95 wt.%, based on the total weight of the composition.
  • the total amount of the one or more ketal/acetal of glycerin compounds of formula (I) is from about 5 to about 90 wt.%, about 5 to about 80 wt.%, about 5 to about 70 wt.%, about 5 to about 60 wt.%, about 5 to about 50 wt.%, about 5 to about 40 wt.%, including ranges and sub-ranges therebetween, based on the total weight of the composition.
  • the total amount of the one or more ketal/acetal of glycerin compounds of formula (I) is from about is from about 10 to about 95 wt.%, about 20 to about 95 wt.%, about 30 to about 95 wt.%, about 40 to about 95 wt.%, about 50 to about 95 wt.%, about 60 to about 95 wt.%, about 70 to about 95 wt.%, about 10 to about 90 wt.%, about 20 to about 90 wt.%, about 30 to about 90 wt.%, about 40 to about 90 wt.%, about 50 to about 90 wt.%, about 60 to about 90 wt.%, or about 70 to about 95 wt.%, including ranges and sub-ranges therebetween, based on the total weight of the composition.
  • the total amount of the one or more ketal/acetal of glycerin compounds of formula (I) is from about 5 to about 40 wt.%, about 5 to about 35 wt.%, about 5 to about 30 wt.%, about 5 to about 25 wt.%, about 10 to about 40 wt.%, about 10 to about 35 wt.%, about 10 to about 30 wt.%, about 10 to about 25 wt.%, about 15 to about 40 wt.%, about 15 to about 35 wt.%, about 15 to about 30 wt.%, or about 15 to about 25 wt.%, including ranges and sub-ranges therebetween, based on the total weight of the composition.
  • cationic surfactant means a surfactant that may be positively charged when it is contained in the compositions according to the disclosure. This surfactant may bear one or more positive permanent charges or may contain one or more functional groups that are cationizable in the composition according to the disclosure.
  • Non-limiting examples of cationic surfactants include cetrimonium chloride, stearimonium chloride, behentrimonium chloride, behentrimonium methosulfate, behenamidopropyltrimonium methosulfate, stearamidopropyltrimonium chloride, arachidtrimonium chloride, distearyldimonium chloride, dicetyldimonium chloride, tricetylmonium chloride, oleamidopropyl dimethylamine, linoleamidopropyl dimethylamine, isostearamidopropyl dimethylamine, oleyl hydroxyethyl imidazoline, stearamidopropyldimethylamine, behenamidopropyldimethylamine, behenamidopropyldiethylamine, behenamidoethyldiethyl-amine, behenamidoethyldimethylamine, arachidamidoprop
  • the one or more cationic surfactants are preferably selected from cetrimonium chloride, stearimonium chloride, behentrimonium chloride, behentrimonium methosulfate, behenamidopropyltrimonium methosulfate, stearamidopropyltrimonium chloride, arachidtrimonium chloride, distearyldimonium chloride, dicetyldimonium chloride, tricetylmonium chloride, oleamidopropyl dimethylamine, linoleamidopropyl dimethylamine, isostearamidopropyl dimethylamine, oleyl hydroxyethyl imidazoline, stearamidopropyldimethylamine, behenamidopropyldimethylamine, behenamidopropyldiethylamine, behenamidoethyldiethyl-amine, behenamidoethyldimethylamine,
  • the one or more cationic surfactants are preferably selected from cetrimonium chloride, behentrimonium chloride, behentrimonium methosulfate, stearamidopropyl dimethylamine, and a combination thereof.
  • cationic surfactants A more exhaustive list of cationic surfactants that may be included in the compositions is provided later, under the heading “Cationic Surfactants.”
  • the total amount of the one or more cationic surfactants in the composition will vary. Nonetheless, in various embodiments, the total amount of the one or more cationic surfactants is from about 0.1 to about 10 wt.%, including ranges and subranges therebetween, based on the total weight of the composition.
  • fatty alcohol means an alcohol comprising at least one hydroxyl group (OH), and comprising at least 8 carbon atoms, and which is neither oxyalkylenated (in particular neither oxyethylenated nor oxypropylenated) nor glycerolated.
  • the fatty alcohols can be represented by: R-OH, wherein R denotes a saturated (alkyl) or unsaturated (alkenyl) group, linear or branched, optionally substituted with one or more hydroxyl groups, comprising from 8 to 40 carbon atoms, preferably 10 to 30 carbon atoms, more preferably 12 to 24 carbon atoms, and even more preferably 14 to 22 carbon atoms.
  • the compositions include at least one solid fatty alcohol.
  • Solid fatty alcohols are fatty alcohols that are solid at ambient temperature and at atmospheric pressure (25°C, 780 mmHg), and are insoluble in water, that is to say they have a water solubility of less than 1% by weight, preferably less than 0.5% by weight, at 25°C, 1 atm.
  • the solid fatty alcohols may be represented by: R-OH, wherein R denotes a linear alkyl group, optionally substituted with one or more hydroxyl groups, comprising from 8 to 40 carbon atoms, preferably 10 to 30 carbon atoms, more preferably 12 to 24 carbon atoms, and even more preferably 14 to 22 carbon atoms.
  • Nonlimiting examples include lauryl alcohol (1 -dodecanol); myristyl alcohol (1 -tetradecanol), cetyl alcohol (1 -hexadecanol), stearyl alcohol (1- octadecanol), arachidyl alcohol (1-eicosanol), behenyl alcohol (1 -docosanol), lignoceryl alcohol (1-tetracosanol), ceryl alcohol (1-hexacosanol), montanyl alcohol (1-octacosanol), myricylic alcohol (1-triacontanol), and combinations thereof.
  • the compositions include at least one solid fatty alcohol selected from myristyl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol and combinations thereof such as cetylstearyl or cetearyl alcohol.
  • the liquid fatty alcohols may be represented by: R-OH, wherein R denotes a C12-C24 branched or straight alkyl group or an alkenyl group, R being optionally substituted by one or more hydroxy groups.
  • the liquid fatty alcohols are selected from branched saturated alcohols. Preferably, R does not contain a hydroxyl group.
  • Nonlimiting examples include oleyl alcohol, linoleyl alcohol, linolenyl alcohol, isocetyl alcohol, isostearyl alcohol, 2-octyl-1 -dodecanol, 2- butyloctanol, 2-hexyl- 1 -decanol, 2-decyl-1 -tetradecanol, 2-tetradecyl-1-cetanol and combinations thereof.
  • the compositions are free or essentially free from liquid fatty alcohols, including the liquid fatty alcohols referenced above.
  • the one or more fatty alcohols are linear (straight chain) saturated fatty alcohols having from 10 to 30 carbon atoms, preferably from 12 to 28 carbon atoms, more preferably from 14 to 24 carbon atoms.
  • Nonlimiting examples include decyl alcohol, undecyl alcohol, dodecyl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, cetearyl alcohol, behenyl alcohol, myricyl alcohol and a combination thereof.
  • the total amount of the one or more fatty alcohols in the composition will vary. Nonetheless, in various embodiments, the total amount of the one or more fatty alcohols is from about 0.1 to about 10 wt.%, based on the total weight of the composition. In further embodiments, the total amount of the one or more fatty alcohols is from about 0.1 to about 8 wt.%, about 0.1 to about 5 wt.%, about 0.1 to about 4 wt.%, about 0.1 to about 3 wt.%, about 0.5 to about 10 wt.%, about 0.5 to about 8 wt.%, about 0.5 to about 5 wt.%, about 0.5 to about 4 wt.%, about 0.5 to about 3 wt.%, about 1 to about 10 wt.%, about 1 to about 8 wt.%, about 1 to about 5 wt.%, about 1 to about 4 wt.%, or about 1 to about 3 wt.%, including ranges and subranges therebetween
  • a fatty acid is a carboxylic acid with an aliphatic chain, for example, of 6 to 30 carbon atoms, preferably 8 to 28 carbon atoms, more preferably from 12 to 26 carbon atoms, which is either saturated or unsaturated, and branched or unbranched. Most naturally occurring fatty acids have an unbranched chain of an even number of carbon atoms, from 6 to 28. In some instances, naturally occurring fatty acids are preferred.
  • Nonlimiting examples of fatty acids include caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, cerotic acid, myristoleic acid, palmitoleic acid, sapienic acid, oleic acid, elaidic acid, vaccenic acid, linoleic acid, linoelaidic acid, a-linolenic acid, arachidonic acid, eicosapentaenoic acid, erucic acid, docosahexaenoic acid, isostearic acid, and a combination thereof.
  • the one or more fatty acids are selected from unsaturated fatty acids, preferably mono-unsaturated fatty acids.
  • Unsaturated fatty acid carbon chains contain one or more double bonds with a terminal carboxylic group (-COOH).
  • a fatty acid with a single double bond is termed “monounsaturated fatty acid,” and fatty acids with more than one double bond are termed “polyunsaturated fatty acids.”
  • unsaturated fatty acids include myristoleic acid, palmitoleic acid, sapienic acid, oleic acid, elaidic acid, vaccenic acid, linoleic acid, linoelaidic acid, a-linolenic acid, arachidonic acid, eicosapentaenoic acid, erucic acid, docosahexaenoic acid, and a combination thereof.
  • the one or more fatty acids includes oleic acid, and optionally one or
  • the one or more fatty acids are selected from nonlinear fatty acids.
  • nonlinear fatty acids refers to unsaturated fatty acid and/or branched fatty acids. Unsaturated fatty acid carbon chains contain one or more double bonds with a terminal carboxylic group (- COOH).
  • a fatty acid with a single double bond is termed “monounsaturated fatty acid,” and fatty acids with more than one double bond are termed “polyunsaturated fatty acids.”
  • unsaturated fatty acids include myristoleic acid, palmitoleic acid, sapienic acid, oleic acid, elaidic acid, vaccenic acid, linoleic acid, linoelaidic acid, a-linolenic acid, arachidonic acid, eicosapentaenoic acid, erucic acid, docosahexaenoic acid, and a combination thereof.
  • the one or more fatty acids includes oleic acid, and optionally one or more additional fatty acids.
  • Nonlimiting examples of branched fatty acids include isostearic acid, isolauric acid, isomyristic acid, isopalmitic acid, and a combination there.
  • the total amount of the one or more fatty acids in the compositions of the instant disclosure will vary. Nonetheless, in various embodiments, the total amount of the one or more fatty acids is from about 0.01 to about 10 wt.%, based on the total weight of the compositions.
  • the total amount of the one or more fatty acids is from about 0.01 to about 8 wt.%, about 0.01 to about 5 wt.%, about 0.01 to about 3 wt.%, about 0.05 to about 10 wt.%, about 0.05 to about 8 wt.%, about 0.05 to about 5 wt.%, about 0.05 to about 3 wt.%, about 0.1 to about 10 wt.%, about 0.1 to about 8 wt.%, about 0.1 to about 5 wt.%, about 0.1 to about 3 wt.%, about 0.5 to about 10 wt.%, about 0.5 to about 8 wt.%, about 0.5 to about 5 wt.%, about 0.5 to about 3 wt.%, or about 0.5 to about 2 wt.%, including ranges and sub-ranges therebetween, based on the total weight of the composition.
  • the one or more fatty alcohols of (c) and the one or more fatty acids of (d) are in a weight ratio of about 1 :5 to about 5:1 ((c):(d)). In further embodiments, the weight ratio is 1 :4 to about 4:1 , 1 :3 to about 3:1 , or about 1 :2 to about 2:1.
  • the polyols have from 2 to 10 carbon atoms. Preferably the polyols also have two or three hydroxyl groups.
  • the polyols can be selected from glycols and glycerol.
  • Nonlimiting examples of polyols having from 2 to 10 carbon atoms include ethylene glycol, propylene glycol, butylene glycol, hexylene glycol, pentylene glycol, 1 ,3-propanediol, diethylene glycol, dipropylene glycol, caprylyl glycol, and glycerin.
  • the total amount of the one or more polyols having from 2 to 10 carbon atoms will vary. In further embodiments, the total amount of the one or more polyols having from 2 to 10 carbon atoms is from about 5 to about 90 wt.%, based on the total weight of the compositions.
  • the total amount of the one or more polyols having from 2 to 10 carbon atoms is from about 10 to about 90 wt.%, about 15 to about 90 wt.%, about 20 to about 90 wt.%, about 10 to about 85 wt.%, about 15 to about 85 wt.%, about 20 to about 85 wt.%, about 5 to about 80 wt.%, about 10 to about 80 wt.%, about 15 to about 80 wt.%, about 20 to about 80 wt.%, about 5 to about 70 wt.%, about 10 to about 70 wt.%, about 15 to about 70 wt.%, about 20 to about 70 wt.%, about 5 to about 60 wt.%, about 10 to about 60 wt.%, about 15 to about 60 wt.%, about 20 to about 60 wt.%, about 5 to about 50 wt.%, about 10 to about 50 wt.%, about 15 to about 50 w
  • the total amount of the one or more polyols having from 2 to 10 carbon atoms is from about 20 to about 85 wt.%, based on the total weight of the compositions. In other embodiments, the total amount of the one or more polyols having from 2 to 10 carbon atoms is from about 30 to about 85 wt.%, about 35 to about 85 wt.%, about 40 to about 85 wt.%, about 45 to about 85 wt.%, about 50 to about 85 wt.%, about 55 to about 85 wt.%, about 60 to about 85 wt.%, about 65 to about 85 wt.%, from about 30 to about 80 wt.%, about 35 to about 80 wt.%, about 40 to about 80 wt.%, about 45 to about 80 wt.%, about 50 to about 80 wt.%, about 55 to about 80 wt.%, about 60 to about 80 wt.%, or about 65 to about 80 wt.%
  • the total amount of the one or more polyols having from 2 to 10 carbon atoms is greater than the total amount of the ketal/acetal of glycerin compounds of Formula (I).
  • the one or more ketal/acetal of glycerin compounds of formula (I) of (a) and the one or more polyols having from 2 to 10 carbon atoms (d) are in a weight ratio of about 1 :20 to about 20:1 , about 1 :15 to about 15:1 , about 1 :10 to about 10:1 ((a):(d)).
  • the the one or more ketal/acetal of glycerin compounds of formula (I) of (a) and the one or more polyols having from 2 to 10 carbon atoms (d) are in a weight ratio of about 1 :1 to about 1 :10 ((a):(d)).
  • the weight ratio of (a) to (d) is about 1 : 1 to about 1 :8, about 1 : 1 to about 1 :6, about 1 : 1 to about 1 :5, about 1 : 1 to about 1 :4, greater than 1 : 1 to about 1 :10 greater than 1 : 1 to about 1 :8, greater than 1 : 1 to about 1 :6, greater than 1 : 1 to about 1 :4, about 1 :2 to about 1 :10, about 1 :2 to about 1 :8, about 1 :2 to about 1 :6, about 1 :2 to about 1 :5, about 1 :2 to about 1 :4, about 1 :3 to about 1 :10, about 1 :3 to about 1 :8, about 1 :3 to about 1 :6, about 1 :3 to about 1 :6, about 1 :3 to about 1 :5, or about 1 :3 to about 1 :4 ((a):(d)).
  • compositions of the instant disclosure include very little water and monoalcohols having from 1 to 6 carbon atoms, preferably less than 5 wt.% of water and monoalcohols having from 1 to 6 carbon atoms.
  • the composition of the instant disclosure preferably includes less than 4 wt.%, less than 3 wt.%, less than 2 wt.%, less than 1 wt.%, less than 0.5 wt.% of water and monoalcohols having from 1 to 6 carbon atoms.
  • Nonlimiting examples of monoalcohols having from 1 to 6 carbon atoms include methyl alcohol, ethyl alcohol, n-propyl alcohol, isopropyl alcohol, n-butyl alcohol, sec-butyl alcohol, isobutyl alcohol, t-butyl alcohol, n-pentyl alcohol, isopentyl alcohol, neopentyl alcohol, cyclopentyl alcohol, n-hexanol, cyclohexyl alcohol, and combination thereof.
  • the compositions are free or essentially free from one or more (or all) of the monoalcohols set forth above.
  • the cosmetic compositions include less than 4 wt.%, less than 3 wt.%, less than 2 wt.%, less than 1 wt.%, less than 0.5 wt.%, or less than 0.1 wt.% of the one or more monoalcohols having from 1 to 6 carbon atoms, provided that the total amount of water and the one or more monoalcohols is less than 5 wt.%.
  • the cosmetic compositions include less than 4 wt.%, less than 3 wt.%, less than 2 wt.%, less than 1 wt.%, less than 0.5 wt.%, or less than 0.1 wt.% of the water, provided that the total amount of water and the one or more monoalcohols is less than 5 wt.%.
  • the compositions may be free or essentially free from water and/or monoalcohols having from 1 to 6 carbon atoms.
  • Nonlimiting examples of nonionic thickening polymers include cationic polymers having quaternary amine group or a quaternary ammonium group.
  • the composition includes one or more cationic thickening polymers selected from polyquaternium-10, polyquaternium-67, and a combination thereof, preferably polyquaternium-67.
  • the total amount of the one or more thickening polymers if present, will vary. Nonetheless, in various embodiments, the total amount of the one or more thickening polymers is from about 0.01 to about 5 wt.%, based on the total weight of the composition.
  • the total amount of the one or more thickening polymers is from about 0.01 to about 4 wt.%, about 0.01 to about 3 wt.%, about 0.01 to about 2 wt.%, about 0.01 to about 1 wt.%, about 0.05 to about 5 wt.%, about 0.05 to about 4 wt.%, about 0.05 to about 3 wt.%, about 0.05 to about 2 wt.%, about 0.05 to about 1 wt.%, about 0.1 to about 5 wt.%, about 0.1 to about 4 wt.%, about 0.1 to about 3 wt.%, about 0.1 to about 2 wt.%, or about 0.1 to about 1 wt.%, including ranges and sub-ranges therebetween, based on the total weight of the composition.
  • compositions of the present disclosure include one or more nonionic thickening polymers.
  • nonionic thickening polymers include methyl hydroxypropyl cellulose, Gellan Gum (Kelcogel from CP Kelco), polysaccharide, gum, hydroxyl propyl cellulose (Methocel from Dow/Amerchol), hydroxyl propyl methyl cellulose (Klucel from Hercules), hydroxyl ethyl cellulose, polyalkylene glycols, and combinations thereof.
  • Particularly useful nonionic polymers include polysaccharide gum, hydroxyl propyl cellulose, hydroxyl propyl methyl cellulose, or combinations thereof.
  • the one or more nonionic thickening polymers may include polysaccharides, especially polysaccharides selected from modified or unmodified starches (such as those derived, for example, from cereals, for instance wheat, corn or rice, from vegetables, for instance yellow pea, and tubers, for instance potato or cassava), amylose, amylopectin, glycogen, dextrans, celluloses and derivatives thereof (methylcellulose loses, hydroxyalkylcelluloses, ethylhydroxyethylcelluloses), xylans including glucuronoxylans and arabinoxylans, glucans including xyloglucans, arabans, galactans including arabinogalactans, chitin, agars, locust bean gums, mannans including glucomannans and galactomannans such as guar gums and nonionic derivatives thereof (hydroxypropyl guar), and combinations thereof.
  • modified or unmodified starches such as those derived, for example,
  • the one or more nonionic thickening agents are selected from polyacrylate polymers, polyacrylamide polymers, polysaccharides, gums, and a combination thereof, more preferably selected from polysaccharides, gums, and combinations thereof, and even more preferably selected from guar gums, modified guar gums such as hydroxypropyl guar, and celluloses, for example, cellulose acetate propionate carboxylate, hydroxyethylcellulose, hydroxyethyl ethylcellulose, hydroxypropylcellulose, hydroxypropyl methylcellulose, methyl hydroxyethylcellulose, microcrystalline cellulose, sodium cellulose sulfate, and combinations thereof.
  • the cellulose is selected from water soluble cellulose derivatives (for example, methyl cellulose, methylhydroxypropyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, cellulose sulfate sodium salt), and combinations thereof. Furthermore, in some instance, the cellulose is preferably hydroxypropylcellulose (HPC).
  • HPC hydroxypropylcellulose
  • the total amount of the one or more thickening polymers is from about 0.01 to about 4 wt.%, about 0.01 to about 3 wt.%, about 0.01 to about 2 wt.%, about 0.01 to about 1 wt.%, about 0.05 to about 5 wt.%, about 0.05 to about 4 wt.%, about 0.05 to about 3 wt.%, about 0.05 to about 2 wt.%, about 0.05 to about 1 wt.%, about 0.1 to about 5 wt.%, about 0.1 to about 4 wt.%, about 0.1 to about 3 wt.%, about 0.1 to about 2 wt.%, or about 0.1 to about 1 wt.%, including ranges and sub-ranges therebetween, based on the total weight of the composition.
  • suitable cationic thickening polymers for use in the compositions of the present invention contain cationic nitrogen-containing moieties such as quaternary ammonium or cationic protonated amino moieties.
  • the cationic protonated amines can be primary, secondary, or tertiary amines (preferably secondary or tertiary), depending upon the particular species.
  • Anionic counterions can be used in association with the cationic thickening polymers. Non limiting examples of such counterions include halides (e.g., chloride, fluoride, bromide, iodide), sulfate, and methylsulfate.
  • Non limiting examples of cationic thickening polymers are described in the CTFA Cosmetic Ingredient Dictionary, 3rd edition, edited by Estrin, Crosley, and Haynes, (The Cosmetic, Toiletry, and Fragrance Association, Inc., Washington, D.C. (1982)), which is incorporated herein by reference in its entirety.
  • the one or more cationic thickening polymer be selected from copolymers of vinyl monomers having cationic protonated amine or quaternary ammonium functionalities with water soluble spacer monomers such as acrylamide, methacrylamide, alkyl and dialkyl acrylamides, alkyl and dialkyl methacrylamides, alkyl acrylate, alkyl methacrylate, vinyl caprolactone, or vinyl pyrrolidone.
  • Nonlimiting examples of cationic protonated amino and quaternary ammonium monomers, for inclusion in the cationic thickening polymers include vinyl compounds substituted with dialkylaminoalkyl acrylate, dialkylaminoalkyl methacrylate, monoalkylaminoalkyl acrylate, monoalkylaminoalkyl methacrylate, trialkyl methacryloxyalkyl ammonium salt, trialkyl acryloxyalkyl ammonium salt, diallyl quaternary ammonium salts, and vinyl quaternary ammonium monomers having cyclic cationic nitrogen-containing rings such as pyridinium, imidazolium, and quaternized pyrrolidone, e.g., alkyl vinyl imidazolium, alkyl vinyl pyridinium, alkyl vinyl pyrrolidone salts.
  • cationic thickening polymers include copolymers of 1-vinyl-2-pyrrolidone and 1 -vinyl-3-methylimidazolium salt (e.g., chloride salt) (referred to in the industry by the Cosmetic, Toiletry, and Fragrance Association, "CTFA", as Polyquaternium-16); copolymers of 1-vinyl-2-pyrrolidone and dimethylaminoethyl methacrylate (referred to in the industry by CTFA as Polyquaternium-11); cationic diallyl quaternary ammonium-containing polymers, including, for example, dimethyldiallylammonium chloride homopolymer, copolymers of acrylamide and dimethyldiallylammonium chloride (referred to in the industry by CTFA as Polyquatemium 6 and Polyquaternium 7, respectively); amphoteric copolymers of acrylic acid including copolymers of acrylic acid and dimethyldiallylammonium chloride (referred to in the industry by CTFA as Polyqua
  • the one or more cationic thickening polymers may be selected from cationic polysaccharide polymers, such as cationic cellulose derivatives and cationic starch derivatives.
  • Preferred cationic cellulose polymers are salts of hydroxyethyl cellulose reacted with trimethyl ammonium substituted epoxide, referred to in the industry (CTFA) as Polyquaternium 10 and available from Amerchol Corp. (Edison, N.J., USA) in their Polymer LR, JR, and KG series of polymers.
  • cationic celluloses include the polymeric quaternary ammonium salts of hydroxyethyl cellulose reacted with lauryl dimethyl ammonium-substituted epoxide referred to in the industry (CTFA) as Polyquaternium 24. These materials are available from Amerchol Corp, under the tradename Polymer LM-200.
  • CTFA lauryl dimethyl ammonium-substituted epoxide
  • Suitable cationic thickening polymers include cationic guar gum derivatives, such as guar hydroxypropyltrimonium chloride, specific examples of which include the Jaguar series commercially available from Rhone-Poulenc Incorporated and the N-Hance series commercially available from Aquaion Division of Hercules, Inc.
  • Suitable cationic polymers include quaternary nitrogen-containing cellulose ethers.
  • the one or more cationic thickening agents are selected from cellulose based cationic polymers, in particular, selected from polyquaternium-10, polyquaternium-24, polyquaternium-27, polyquaternium- 67, polyquaternium-72, and a combination thereof.
  • the compositions of the instant disclosure include polyquaternium-67.
  • the total amount of the one or more cationic thickening polymers, if present, will vary. Nonetheless, in various embodiments, the total amount of the one or more cationic thickening polymers is from about 0.01 to about 5 wt.%, based on the total weight of the composition.
  • the total amount of the one or more thickening polymers is from about 0.01 to about 4 wt.%, about 0.01 to about 3 wt.%, about 0.01 to about 2 wt.%, about 0.01 to about 1 wt.%, about 0.05 to about 5 wt.%, about 0.05 to about 4 wt.%, about 0.05 to about 3 wt.%, about 0.05 to about 2 wt.%, about 0.05 to about 1 wt.%, about 0.1 to about 5 wt.%, about 0.1 to about 4 wt.%, about 0.1 to about 3 wt.%, about 0.1 to about 2 wt.%, or about 0.1 to about 1 wt.%, including ranges and sub-ranges therebetween, based on the total weight of the composition.
  • the compositions of the instant disclosure include one or more emollients. Nonetheless, in other embodiments, one or more emollients are not present, i.e., the composition is free or essentially free from emollients.
  • emollients include fatty esters, fatty ethers, propylene glycol fatty acid esters, fatty carbonate esters, and a combination thereof.
  • the one or more emollients is selected from dicaprylyl carbonate, dicaprylyl ether, propylene glycol dicaprylate/dicaprate, and a combination thereof.
  • Non-limiting examples of fatty esters include fatty esters from a C6-C32 fatty acid and/or a C6-C32 fatty alcohol. These esters may be esters of saturated or unsaturated, linear or branched C1-C26 aliphatic mono or polyacids and of saturated or unsaturated, linear or branched C1-C26 aliphatic mono or polyalcohols, the total number of carbon atoms in the esters being greater than or equal to 10. In some cases, for the esters of monoalcohols, at least one of the alcohol or the acid from which the esters of the invention result is branched.
  • compositions of the instant disclosure may include cetyl esters.
  • Cetyl esters is a mixture of the following esters of saturated fatty acids and fatty alcohols: cetyl palmitate, cetyl stearate, myristyl myristate, myristyl stearate, cetyl myristate, and stearyl stearate.
  • esters of C4-C22 dicarboxylic or tricarboxylic acids and of C1-C22 alcohols and esters of monocarboxylic, dicarboxylic or tricarboxylic acids and of C4-C26 dihydroxy, trihydroxy, tetrahydroxy or pentahydroxy non-sugar alcohols may also be used.
  • liquid esters or liquid fatty esters that may be mentioned include, for example, sunflower oil, corn oil, soybean oil, marrow oil, grapeseed oil, sesame seed oil, hazelnut oil, apricot oil, macadamia oil, arara oil, castor oil, avocado oil, olive oil, rapeseed oil, coconut oil, wheatgerm oil, sweet almond oil, apricot oil, safflower oil, candlenut oil, coconut oil, camellina oil, tamanu oil, babassu oil and pracaxi oil, jojoba oil, and shea butter oil, and caprylic/capric triglyceride.
  • Nonlimiting examples of solid fatty esters include solid esters obtained from C9-C26 fatty acids and from C9-C26 fatty alcohols.
  • solid fatty esters include solid esters obtained from C9-C26 fatty acids and from C9-C26 fatty alcohols.
  • these esters mention may be made of octyldodecyl behenate, isocetyl behenate, cetyl lactate, stearyl octanoate, octyl octanoate, cetyl octanoate, decyl oleate, myristyl stearate, octyl palmitate, octyl pelargonate, octyl stearate, alkyl myristates such as cetyl myristate, myristyl myristate or stearyl myristate, and hexyl stearate.
  • At least one of the one or more emollients is selected from cetyl esters, purcellin oil (cetearyl octanoate), isopropyl myristate, isopropyl palmitate, C12-C15 alkyl benzoate, 2-ethylphenyl benzoate, isopropyl lanolate, hexyl laurate, diisopropyl adipate, isononyl isononanoate, oleyl erucate, 2- ethylhexyl palmitate, isostearyl isostearate, diisopropyl sebacate, octanoates, decanoates or ricinoleates of alcohols or polyalcohols, hydroxylated esters, pentaerythritol esters, diisostearyl malate, neopentyl glycol dioctanoate, dibutyl sebacate, di
  • the one or more emollients include dicaprylyl carbonate and optionally one or more additional emollients. ii. Fatty Ethers
  • Nonlimiting examples of fatty ether include olyoxyethylene cetyl/stearyl ether, polyoxyethylene cholesterol ether, polyoxyethylene laurate or dilaurate, polyoxyethylene stearate or distearate, polyoxyethylene lauryl or stearyl ether, dicaprylyl ether, dicetyl ether distearyl ether, dodecyl ether, dilauryl ether, dimyristyl ether, diisononyl ether, or a combination thereof.
  • Non-limiting examples of suitable polyoxyethylene fatty ethers include, but are not limited to, polyoxyethylene cetyl/stearyl ether, polyoxyethylene cholesterol ether, polyoxyethylene laurate or dilaurate, polyoxyethylene stearate or distearate, polyoxyethylene lauryl or stearyl ether, and combinations thereof, wherein the polyoxyethylene head group ranges from about 2 to about 100 groups.
  • the polyoxyethylene fatty ethers include polyoxyethylene stearyl ether, polyoxyethylene myristyl ether, polyoxyethylene lauryl ether having from about 3 to about 10 oxyethylene units and combinations thereof.
  • At least one of the emollients is a fatty ether selected from stearyl ether, dicaprylyl ether, dicetyl ether distearyl ether, dodecyl ether, dilauryl ether, dimyristyl ether, diisononyl ether, or a combination thereof.
  • the composition includes dicaprylyl ether, and optionally one or more additional emollients.
  • propylene glycol fatty acid esters include propylene glycol esters of medium chain fatty acids (fatty acids having from 6 to 12 carbon atoms), such as propylene glycol dicaprylate/dicaprate, propylene glycol dipelargonate, and propylene glycol dilaurate.
  • a preferred propylene glycol fatty acid ester is propylene glycol dicaprylate/dicaprate.
  • the term "propylene glycol dicaprylate/dicaprate" is understood by those in the art to refer to a combination containing propylene glycol dicaprylate, propylene glycol dicaprylate-caprate, and propylene glycol dicaprate, which may vary in the ratio of these components.
  • An example of a commercially available form of propylene glycol dicaprylate/dicaprate is CAPTEX® 200, available from the Abitec Corp. (Columbus, OH, USA).
  • compositions include propylene glycol dicaprylate/dicaprate, and optionally, one or more additional emollients.
  • Fatty Carbonate Esters iv. Fatty Carbonate Esters
  • compositions include dicaprylyl carbonate, and optionally, one or more additional emollients.
  • the total amount of the one or more emollients will vary. Nonetheless, in various embodiments, the total amount of the one or more emollients, if present, is from about 0.1 to about 10 wt.%, based on the total weight of the compositions.
  • the total weight of the one or more emollients is from about 0.1 to about 8 wt.%, about 0.1 to about 5 wt.%, about 0.1 to about 4 wt.%, about 0.1 to about 3 wt.%, about 0.1 to about 2 wt.%, about 0.5 to about 10 wt.%, about 0.5 to about 8 wt.%, about 0.5 to about 5 wt.%, about 0.5 to about 4 wt.%, about 0.5 to about 3 wt.%, about 0.5 to about 2 wt.%, about 1 to about 10 wt.%, about 1 to about 8 wt.%, about 1 to about 5 wt.%, about 1 to about 4 wt.%, about 1 to about 3 wt.%, or about 1 to about 2 wt.%, including ranges and sub-ranges therebetween, based on the total weight of the composition.
  • compositions of the instant disclosure include one or more film forming polymers (also referred to as “styling polymers”). Nonetheless, in other embodiments, the compositions do not include film forming polymers, i.e., the compositions are free or essentially free from film forming polymers.
  • Nonlimiting examples of film forming polymers include polyalkyloxazolines; vinyl acetate homopolymers; vinyl acetate copolymers; homopolymers and copolymers of acrylic esters; copolymers of acrylonitrile and a nonionic monomer; styrene homopolymers; styrene copolymers (for instance copolymers of styrene and of an alkyl (meth)acrylate; copolymers of styrene, of alkyl methacrylate and of alkyl acrylate; copolymers of styrene and of butadiene; or copolymers of styrene, of butadiene and of vinylpyridine); polyamides; vinylpyrrolidone homopolymers; copolymer of vinylpyrrolidone and vinyl acetate monomers; vinyllactam homopolymers including and polyvinylcaprolactam; and vinyllactam copolymers, such as poly(
  • At least one of the one or more film forming polymers is selected from homopolymers and copolymers derived from at least one nonionic monomer.
  • Nonionic monomers are, for example, acrylamide, methacrylamide, alkyland dialkylacrylamide, alkyl- and dialkylmethacrylamide, alkyl acrylate, alkyl methacrylate, vinylcaprolactone, vinylpyrrolidone, vinyl esters, vinyl alcohol, propylene glycol or ethylene glycol, wherein the alkyl groups of these monomers are preferably Ci to C? alkyl groups and particularly Ci to C3 alkyl groups.
  • Suitable synthetic, nonionic film forming polymers are, for example, the homopolymers of vinylpyrrolidone and the homopolymers of N-vinylformamide.
  • Other suitable synthetic film-forming nonionic film forming polymers are, for example, the copolymers of vinyl pyrrolidone and vinyl acetate, the terpolymers of vinyl pyrrolidone, vinyl acetate and vinyl propionate, and the polyacrylamides, polyvinyl alcohols or polyethylene glycols with a molecular weight of 800 to 20,000 g/mol.
  • At least one of the one or more film forming polymers is selected from copolymer of vinylpyrrolidone and vinyl acetate monomers and/or vinylpyrrolidone homopolymers, for example, VP/VA copolymer (or PVP/VA copolymer), P ⁇ /P, or a combination thereof.
  • the one or more film forming polymers are selected from polyvinylpyrrolidone (PVP), polyvinylpyrrolidone/vinyl acetate (VP/VA) copolymer, and a combination thereof.
  • the total amount of the one or more film forming polymers will vary. In various embodiments, the total amount of the one or more film forming polymers is from about 0.01 to about 10 wt.%, based on the total weight of the composition. In further embodiments, the total amount of the one or more film forming polymers is from about 0.01 to about 8 wt.%, about 0.01 to about 5 wt.%, about 0.01 to about 3 wt.%, about 0.01 to about 2 wt.%, about 0.05 to about 10 wt.%, about 0.05 to about 8 wt.%, about 0.05 to about 5 wt.%, about 0.05 to about 3 wt.%, about 0.05 to about 2 wt.%, about 0.1 to about 10 wt.%, about 0.1 to about 8 wt.%, about 0.1 to about 5 wt.%, about 0.1 to about 3 wt.%, about 0.1 to about 2 wt.%, about 0.5 to
  • compositions the instant disclosure may optionally include (or optionally exclude) one more miscellaneous ingredients.
  • Miscellaneous ingredients are ingredients that are compatible with the cosmetic compositions and do not disrupt or materially affect the basic and novel properties of the compositions.
  • Nonlimiting examples of miscellaneous ingredients include preservatives, fragrances, pH adjusters, salts, chelating agents, buffers, antioxidants, flavonoids, vitamins, botanical extracts, UV filtering agents, proteins, protein hydrolysates and/or isolates, fillers (e.g., organic and/or inorganic fillers such as talc, calcium carbonate, silica, etc.) composition colorants, etc.
  • compositions of the instant disclosure include one or more miscellaneous ingredients selected from preservatives, fragrances, pH adjusters, salts, chelating agents, buffers, composition colorants, fillers (such as talc, calcium carbonate, silica, including hydrated silica), vitamins, botanical extracts, and a combination thereof.
  • the compositions may include silica (or hydrated silica), tocopherol, fragrances, or a combination thereof.
  • composition colorant is a compound that colors the composition but does not have an appreciable coloring effect on hair.
  • the composition colorant is included to provide a color to the composition for aesthetic appeal but is not intended to impart coloring properties to hair.
  • hair styling gels can be found in a variety of different colors (e.g., light blue, light pink, etc.) yet application of the styling gel to hair does not visibly change the color of the hair.
  • compositions of the instant disclosure include from about 0.001 to about 10 wt.% of one or more miscellaneous ingredients, based on the total weight of the composition.
  • the compositions include from about 0.001 to about 5 wt.%, about 0.001 to about 3 wt.%, about 0.01 to about 10 wt.%, about 0.01 to about 5 wt.%, about 0.01 to about 3 wt.%, about 0.1 to about 10 wt.%, about 0.1 to about 5 wt.%, or about 0.1 to about 3 wt.% of one or more miscellaneous ingredients, including ranges and sub-ranges therebetween, based on the total weight of the composition.
  • (f) optionally, about 0.01 to about 5 wt.%, preferably about 0.05 to about 4 wt.%, more preferably about 0.1 to about 3 wt.% of one or more thickening polymers, preferably thickening polymers selected from nonionic thickening polymers and cationic thickening polymers, more preferably one or more nonionic thickening polymers selected from polyacrylate polymers, polyacrylamide polymers, polysaccharides, gums, and and/or one or more cationic thickening polymers selected from polyquaterniums;
  • one or more film forming polymers for example, about 0.1 to about 5 wt.%, preferably about 0.5 to about 4 wt.%, more preferably about 0.5 to about 3 wt.% of film forming polymers, preferably one or more film forming polymers selected from homopolymers of vinylpyrrolidone, homopolymers of N-vinylformamide, copolymers of vinyl pyrrolidone and vinyl acetate, and terpolymers of vinyl pyrrolidone, vinyl acetate, and vinyl propionate, polyacrylamides, polyvinyl alcohols, polyethylene glycols more preferably one or more film forming polymers selected from copolymer of vinylpyrrolidone and vinyl acetate monomers and/or vinylpyrrolidone homopolymers, for example, VP/VA copolymer, PVP, and a combination thereof;
  • miscellaneous ingredients preferably one or more miscellaneous ingredients selected from preservatives, fragrances, salts, pH adjusters, composition colorants, silica, antioxidants, flavonoids, vitamins, botanical extracts, proteins, protein hydrolysates and/or isolates, and UV filtering agents;
  • the composition is a solubilized, non-emulsified composition.
  • the composition Upon application to wet or damp hair, the composition preferably forms a lamellar phase in situ. In other embodiments, upon application to wet or damp hair, the composition preferably forms an opaque appearance.
  • the composition is a solubilized, non-emulsified composition that is transparent or translucent.
  • compositions of the instant disclosure typically have a viscosity of about 1 mPa.s to about 10,000 mPa.s at 25°C, about 10 to about 7,000 mPa.s, or about 50 to about 2,000 mP.s.
  • the viscosity measurements can be carried out, for example, using a Broooksfield viscometer, Model: DV-//+ Pro (Brookfield Engineering Laboratories, Inc.) at about 5 revolutions per minute (RPM), at ambient room temperature of about 20 to 25°C; spindle sizes may be selected in accordance with the standard operating recommendations form the manufacturer, ranging from RV spindle No. 1 to No. 4.
  • one or more thickening polymers may optionally be included in the compositions, which will increase the viscosity of the compositions. Therefore, in some instances, the viscosity of the compositions may be from about 500 mPa.s to about 10,000 mPa.s at 25°C.
  • the composition have a viscosity from about 1 mPa.s to about 1 ,000 mPa.s, about 10 mPa.s to about 1 ,000 mPa.s, about 50 mPa.s to about 1 ,000 mPas, about 100 mPa.s to about 1 ,000 mPas, about 250 mPa.s to about 1 ,000 mPas, about 1 mPa.s to about 750 mPa.s, about 10 mPa.s to about 750 mPa.s, about 50 mPa.s to about 750 mPas, about 100 mPa.s to about 750 mPas, about 250 mPa.s to about 750 mPas.
  • the compositions have a viscosity from about 100 mPa.s to about 5,000 mP.s, from about 200 mPa.s to about 5,000 mP.s, from about 400 mPa.s to about 5,000 mP.s, from about 500 mPa.s to about 5,000 mP.s, from about 750 mP.s to about 5,000 mP.s, from about 100 mPa.s to about 3,000 mP.s, from about 200 mPa.s to about 3,000 mP.s, from about 400 mPa.s to about 3,000 mP.s, from about 500 mPa.s to about 3,000 mP.s, or from about 700 mP.s to about 3,000 mP.s.
  • compositions of the instant disclosure are useful for conditioning and/or managing the hair. Therefore, the compositions may be referred to as “hair treatment compositions.”
  • the composition is a solubilized, nonemulsified composition.
  • the composition is a solubilized, non-emulsfied composition, whereupon application to wet or damp hair the composition forms an opaque appearance in situ.
  • the composition is a solubilized, non-emulsfied composition, whereupon application to wet or damp hair the composition forms a lamellar phase in situ.
  • a “lamellar phase” refers generally to packing of polar-headed long chain nonpolar-tail molecules in an environment of bulk polar liquid (i.e., water from the hair), as sheets of bilayers separated by bulk liquid.
  • the compositions can be applied to the wet or damp hair and may be massaged into the hair, for example, with the hands, and/or spread throughout the hair with a comb or brush. This results in a smoothing and softening of the hair, which reduces frizz, dryness, and unwanted volume.
  • the compositions can remain in the hair or can optionally be rinsed from the hair prior to drying and/or styling of the hair. Another unique aspect of the compositions is that they may be used as a leave-on product.
  • the compositions can be applied to wet or damp hair and allowed to remain on the hair indefinitely, i.e., the hair composition is not removed or rinsed from the hair prior to styling the hair.
  • the methods of treating hair according to the disclosure also include methods according to various routines.
  • the compositions may be mixed with a shampoo (or conditioner) prior to application to the hair.
  • the composition may be layered on top of (or lathered into) hair to which the shampoo (or conditioner) is already applied.
  • the composition may be applied separate from the shampoo (or conditioner), i.e., applied to the hair after the shampoo (or conditioner) has been rinsed from the hair.
  • it is preferable to treat the hair with a composition of the instant disclosure prior to shampooing the hair e.g., apply the composition to wet or damp hair prior to application of a shampoo to the hair.
  • the hair may additionally (optionally) be treated with a conditioner after shampooing.
  • compositions of the instant disclosure include one or more hair coloring agents, resulting in the compositions being a “hair coloring composition.”
  • the hair coloring compositions are useful in methods for coloring hair.
  • the hair coloring compositions are applied to the hair allowed to remain on the hair for a period of time, sufficient to impart a color change to the hair.
  • the hair coloring compositions may be formulated as a “leave-on” product and therefore allowed to remain on the hair without rinsing from the hair prior to styling the hair.
  • the hair coloring composition is applied to the hair, allowed to remain on the hair for a period of time (for processing) and subsequently rinsed from the hair a desired degree of color change has occurred.
  • Hair coloring compositions used for oxidatively coloring hair are normally rinsed from the hair after processing.
  • kits may include at least one composition according to the instant disclosure and one or more additional compositions, for example, a shampoo, a conditioner, etc.
  • additional compositions for example, a shampoo, a conditioner, etc.
  • the various compositions are separately contained in the kits.
  • the kits include one or more compositions according the instant disclosure, a shampoo, and/or a conditioner, all of which are separately contained.
  • the kits may also include one or more compositions according the instant disclosure, a shampoo, and a conditioner. Instructions, mixing components, brushes, gloves, measuring tools, etc., may also optionally be included in the kits.
  • the compositions are used in conjunction with additional hairtreatment compositions in a routine, for example, during an individual’s normal showering/bathing routine.
  • the composition may be applied to the hair individually or may be combined with one or more additional compositions.
  • Combining the compositions with one or more additional compositions can be useful for eliminating multiple steps from a routine.
  • the composition may be mixed with a shampoo (or conditioner) prior to application to the hair.
  • the mixture of the shampoo (or conditioner) and the composition are simultaneously applied to the hair during the cleansing or conditioning process and simultaneously rinsed from the hair.
  • the composition may be layered on top of (or lathered into) hair to which a shampoo (or conditioner) has already been applied or vice versa.
  • the composition may be applied to the hair and without rinsing it from the hair, a shampoo (or conditioner) is then subsequently applied to the hair.
  • the shampoo (or conditioner) may be first applied to the hair and without rinsing the shampoo (or conditioner) from the hair, the hair-treatment composition is also applied to the hair.
  • the composition When used in conjunction with a shampoo and/or a conditioner, the composition may be mixed or used with the shampoo and/or conditioner in a ratio of about 1 :10 to about 10:1 , about 1 :5 to about 5:1 , about 1 :3 to about 3:1 , about 1 :2 to about 2:1 , about 1 :1 to about 4:1 , about 1 :1 to about 3:1 , or about 1 :1 to about 2:1 (hair-treatment composition of the instant disclosure : shampoo/conditioner, etc.).
  • the composition When the composition is not being mixed with another composition prior to application to the hair, the composition may be applied to the hair immediately after or before the hair it treated with another composition (e.g., a shampoo and/or a conditioner).
  • another composition e.g., a shampoo and/or a conditioner
  • the hair-treatment compositions may be applied to the hair within about 1 , 2, 5, 10, or 20 minutes before or after a shampoo and/or a conditioner is applied to the hair.
  • compositions of the instant disclosure are unique in their ability to provide hair with improved manageability, long-lasting style and frizz control, and smoothness. Accordingly, the instant disclosure relates to methods for treating hair, for example, for improving the manageability of hair, for imparting lasting style and frizz control, and for imparting smoothness. More specifically, the compositions may be used in methods for conditioning the hair, providing curl definition to the hair, providing frizz control to the hair, improving ease of combability and detangling, and providing smoothness.
  • Non-limiting examples of cationic surfactants include behenalkonium chloride, benzethonium chloride, cetylpyridinium chloride, behentrimonium chloride, lauralkonium chloride, cetalkonium chloride, cetrimonium bromide, cetrimonium chloride, cethylamine hydrofluoride, chlorallylmethenamine chloride (Quaternium- 15), distearyldimonium chloride (Quaternium-5), dodecyl dimethyl ethylbenzyl ammonium chloride(Quaternium-14), Quaternium-22, Quaternium-26, Quaternium- 18 hectorite, dimethylaminoethylchloride hydrochloride, cysteine hydrochloride, diethanolammonium POE (10) oletyl ether phosphate, diethanolammonium POE (3)oleyl ether phosphate, tallow alkonium chloride, dimethyl dioctadecylam
  • the cationic surfactant(s) may also be chosen from optionally polyoxyalkylenated, primary, secondary or tertiary fatty amines, or salts thereof, and quaternary ammonium salts, and combinations thereof.
  • the fatty amines generally comprise at least one Cs-Cso hydrocarbon-based chain.
  • Inventive Composition B performed better than the commercial benchmark product with respect to detangling during rinse.
  • compositions and methods of the present disclosure can comprise, consist of, or consist essentially of the essential elements and limitations of the disclosure described herein, as well as any additional or optional ingredients, components, or limitations described herein or otherwise useful.
  • a “hair coloring agent” or “hair colorant” is a compound or ingredient included in compositions to intentionally change the color of hair.
  • coloring agents include direct dyes, oxidative dye precursors, couplers, bleaching agents (e.g., peroxides such as hydrogen peroxide), etc.
  • composition colorant is a compound or ingredient that colors the composition but does not have an appreciable coloring effect on hair.
  • the composition colorant is included to provide a color to the composition for aesthetic appeal but is not intended to impart coloring properties to hair.
  • Styling gels for example, can be found in a variety of different colors (e.g., light blue, light pink, etc.) yet application of the styling gel to hair does not visibly change the color of the hair.
  • a composition colorant is different from a hair coloring agent.
  • a composition colorant colors the compositions; a hair coloring agent may change the color of the compositions (and often does) but also changes the color of hair
  • rinse-off indicates that the composition is used in a context whereby the composition is ultimately rinsed or washed from the treated surface, (e.g. skin, hair, or hard surfaces) either after or during the application of the product.
  • These rinse-off compositions are to be distinguished from compositions referred to a “leave-on” compositions.
  • a rinse-off composition is applied to the hair, optionally allowed to remain on the hair for a short time (e.g., a few second up to about 5, 10, or 15 minutes) and subsequently rinsed from the hair before the hair styled.
  • a “lamellar phase” refers generally to packing of polar-headed long chain nonpolar-tail molecules in an environment of bulk polar liquid (i.e., water from the hair), as sheets of bilayers separated by bulk liquid.
  • transparent with respect to a transparent composition indicates that the composition has transmittance of at least 80% at a wavelength of 600 nm, for example measured using a Lambda 40 UV-visible spectrometer.
  • the compositions may have, for example, a transmittance of at least 80%, at least 90%, or at least 95% at a wavelength of 600 nm, measured, for example, using a Lambda 40 UV-visible spectrometer.
  • clear is interchangeable with the term “transparent” for purposes of the instant disclosure. A human can typically see through a transparent composition, for example, and read the text on the other side of a clear glass or clear plastic bottle containing the composition.
  • translucent with respect to a translucent composition indicates that the composition has a transmittance of at least 50% at a wavelength of 600 nm, for example measured using a Lambda 40 UV-visible spectrometer.
  • a human cannot likely see through a translucent composition, for example, and read the text on the other side of a clear glass or clear plastic bottle containing the composition. Rather, the text is usually blurred and difficult or not possible to read, yet movement and structure can normally be identified.
  • opaque with respect to an opaque composition indicates that the composition is not transparent or translucent, i.e., has a transmittace of less than 50% at a wavelength of 600 nm, for example measured using a Lambda 40 UV- visible spectrometer.
  • any value or point described herein that falls within a range described herein can serve as a minimum or maximum value to derive a sub-range, etc.
  • all ranges provided are meant to include every specific range within, and combination of sub ranges between, the given ranges.
  • a range from 1-5 includes specifically 1 , 2, 3, 4 and 5, as well as sub ranges such as 2-5, 3-5, 2-3, 2- 4, 1-4, etc.
  • the expression “at least one” is interchangeable with the expression “one or more” and thus includes individual components as well as mixtures/combinations.
  • compositions may include less than about 2 wt.%, less than about 1 wt.%, less than about 0.5 wt.%, less than about 0.1 wt.%, less than 0.01 wt.%, or none of the specified material.
  • active material as used herein with respect to the percent amount of an ingredient or raw material, refers to 100% activity of the ingredient or raw material.
  • Cosmetically acceptable means that the item in question is compatible with a keratinous substrate such as skin and hair.
  • a “cosmetically acceptable carrier” means a carrier that is compatible with a keratinous substrate such as skin and hair.
  • the term “a combination thereof” may be used following a list of elements as shown in the following example where letters A-F represent the elements: “one or more elements selected from the group consisting of A, B, C, D, E, F, and a combination thereof.”
  • the term, “a combination thereof” does not require that the combination include all of A, B, C, D, E, and F (although all of A, B, C, D, E, and F may be included).
  • a salt thereof also relates to “salts thereof.”
  • the disclosure refers to “an element selected from the group consisting of A, B, C, D, E, F, a salt thereof, and a combination thereof,” it indicates that that one or more of A, B, C, D, and F may be included, one or more of a salt of A, a salt of B, a salt of C, a salt of D, a salt of E, and a salt of F may be included, or a combination of any two of A, B, C, D, E, F, a salt of A, a salt of B, a salt of C, a salt of D, a salt of E, and a salt of F may be included.
  • the salts referred to throughout the disclosure may include salts having a counter-ion such as an alkali metal, alkaline earth metal, or ammonium counter-ion. This list of counter-ions, however, is non-limiting.
  • Volatile as used herein, means having a flash point of less than about 100°C.
  • Non-volatile as used herein, means having a flash point of greater than about 100°C.
  • polymers include homopolymers and copolymers formed from at least two different types of monomers.
  • ranges provided are meant to include every specific range within, and combination of sub ranges between, the given ranges.
  • a range from 1-5 includes specifically 1 , 2, 3, 4 and 5, as well as sub ranges such as 2-5, 3- 5, 2-3, 2-4, 1-4, etc.

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Abstract

La présente divulgation concerne des compositions de soins des cheveux et de revitalisation capillaire ; et des procédés permettant de revitaliser, de maîtriser et/ou de mettre en forme les cheveux à l'aide de ces compositions. Les compositions comprennent : (a) un ou plusieurs composés cétal/acétal de glycérine de formule (I) : (b) un ou plusieurs tensioactifs cationiques ; (c)(i) un ou plusieurs alcools gras ayant au moins 8 atomes de carbone ; (c)(ii) éventuellement, un ou plusieurs acides gras ; (d) un ou plusieurs polyols ayant de 2 à 10 atomes de carbone ; et (e) moins de 5 % en poids d'eau et de monoalcools ayant de 1 à 6 atomes de carbone. Les compositions sont particulièrement utiles pour déposer des agents actifs de revitalisation tels que des tensioactifs cationiques et des composés gras sur les cheveux et fournir une définition de boucles, une régulation de frisottis, une facilité de peignage et de démêlage, et du lissé aux cheveux.
EP23772385.3A 2022-08-26 2023-08-25 Compositions cosmétiques Pending EP4577182A1 (fr)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US202263373613P 2022-08-26 2022-08-26
US202263373587P 2022-08-26 2022-08-26
FR2210741A FR3140757B1 (fr) 2022-10-18 2022-10-18 Compositions cosmétiques comportant des acides gras
FR2210736A FR3140758B1 (fr) 2022-10-18 2022-10-18 Compositions cosmétiques
PCT/US2023/072916 WO2024044754A1 (fr) 2022-08-26 2023-08-25 Compositions cosmétiques

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EP4577182A1 true EP4577182A1 (fr) 2025-07-02

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WO (1) WO2024044754A1 (fr)

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WO2025006975A1 (fr) * 2023-06-28 2025-01-02 L'oreal Composition de traitement capillaire comprenant un cétal/acétal de glycérine

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1291843A (en) * 1969-05-14 1972-10-04 John Augustus Lewis Improvements in and relating to skin lotions
BRPI0705069B1 (pt) * 2007-02-27 2015-08-04 Isp Do Brasil Ltda Gel lamelar óleo em glicol para tintura permanente ou semipermanente de fibras queratínicas, processo para a preparação do gel lamelar óleo em glicol, composição para tintura permanente ou semipermanente de fibras queratínicas, processo para preparar uma composição para tintura permanente ou semipermanente de fibras queratínicas e processo cosmético para tintura das fibras queratínicas.
US8632612B2 (en) * 2010-09-07 2014-01-21 Segetis, Inc. Compositions for dyeing keratin fibers
WO2017064527A1 (fr) * 2015-10-15 2017-04-20 Rhodia Poliamida E Especialidades Ltda Formulations de nettoyage présentant des performances améliorées
JP7058532B2 (ja) * 2018-03-27 2022-04-22 ライオン株式会社 液体洗浄剤組成物
WO2020142514A1 (fr) * 2018-12-31 2020-07-09 L'oreal Compositions de soin et de revitalisant capillaires
WO2021041760A1 (fr) * 2019-08-30 2021-03-04 L'oreal Composition cosmétique ayant un réseau lamellaire

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